81676-13-3

Usage

Uses

Used in Pharmaceutical Research:
1-(oxiran-2-ylmethyl)azepane is used as a building block for the development of new therapeutic agents, targeting neurological disorders, cancer, and other medical conditions. Its unique structure allows for the creation of diverse drug molecules with potential therapeutic benefits.
Used in Organic Synthesis:
In the field of organic chemistry, 1-(oxiran-2-ylmethyl)azepane serves as a versatile intermediate for the production of fine chemicals and specialty materials. Its epoxy group and bicyclic amine structure enable the synthesis of a wide range of compounds with various applications.
Used in Chemical and Industrial Applications:
Due to its potential for creating a variety of compounds, 1-(oxiran-2-ylmethyl)azepane is also utilized in the chemical and industrial sectors for the development of new materials and products with specific properties and functions.

Upstream product

• 111-49-9 hexamethylene imine 
• 3132-64-7 1,2-Epoxy-3-bromopropane 
• 106-89-8 epichlorohydrin 

Downstream Products

• 1092361-80-2 C₂₇H₃₅F₃N₂O₂S₂ 
• 1388758-82-4 1-(azepan-1-yl)-3-(4-chlorophenylthio)propan-2-ol 
• 1388758-79-9 1-(azepan-1-yl)-3-(phenylthio)propan-2-ol 
• 1388758-84-6 1-(azepan-1-yl)-3-(3,5-dimethylphenylthio)propan-2-ol 
• 1388758-80-2 1-(azepan-1-yl)-3-(4-fluorophenylthio)propan-2-ol 

Relevant academic research and scientific papers

Innovative Disulfide Esters of Dithiocarbamic Acid as Women-Controlled Contraceptive Microbicides: A Bioisosterism Approach

In an ongoing effort to discover an effective, topical, dual-function, non-surfactant contraceptive vaginal microbicide, a novel series of 2,2′-disulfanediylbis(3-(substituted-1-yl)propane-2,1-diyl) disubstituted-1-carbodithioates were designed by using a bioisosterism approach. Thirty-three compounds were synthesized, and interestingly, most demonstrated multiple activities: they were found to be spermicidal at a minimal effective concentration of 1-0.001 %, trichomonacidal against drug-susceptible and resistant Trichomonas strains at minimal inhibitory concentration (MIC) ranges of 10.81-377.64 and 10.81-754.14 μM, respectively, and fungicidal at MIC 7.93-86.50 μM. These compounds were also found to be non-cytotoxic to human cervical (HeLa) epithelial cells and vaginal microflora (Lactobacilli) in vitro. The most promising compound, 2,2′-disulfanediylbis(3-(pyrrolidin-1-yl)propane-2,1-diyl)dipyrrolidine-1-carbodithioate (5), exhibited spermicidal activity 15-fold higher than that of the marketed spermicide Nonoxynol-9 (N-9) and also demonstrated microbicidal potency. To identify common structural features required for spermicidal activity, a 3D-QSAR analysis was carried out, as well as in vivo efficacy studies and fluorescent labeling studies to determine the biological targets of compound 5. Change it out: A series of disulfide esters of dithiocarbamic acid were synthesized to block free sulfhydryl groups present in sperm and Trichomonas for a safe dual-action spermicide. A majority of the compounds demonstrated multiple activities with good safety profiles, with the most promising compound exhibiting spermicidal activity 15-fold higher than that of the marketed spermicide Nonoxynol-9.

Synthesis and structure-activity relationship studies of 1,3-disubstituted 2-propanols as BACE-1 inhibitors

A library of 1,3-disubstituted 2-propanols was synthesized and evaluated as low molecular weight probes for β-secretase inhibition. By screening a library of 121 1,3-disubstituted 2-propanol derivatives, we identified few compounds inhibiting the enzyme at low micromolar concentrations. The initial hits were optimized to yield a potent BACE-1 inhibitor exhibiting an IC 50 constant in the nanomolar range. Exploration of the pharmacological properties revealed that these small molecular inhibitors possessed a high selectivity over cathepsin D and desirable physicochemical properties beneficial to cross the blood-brain barrier.